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Biosynthesis of neocarazostatin A reveals the sequential carbazole prenylation and hydroxylation in the tailoring steps

Huang, Sheng and Elsayed, Somayah Sameer and Lv, Meinan and Tabudravu, Jioji N. and Rateb, Mostafa E. and Gyampoh, Roland and Kyeremeh, Kwaku and Ebel, Rainer and Jaspars, Marcel and Deng, Zixin and Yu, Yi and Deng, Hai (2015) Biosynthesis of neocarazostatin A reveals the sequential carbazole prenylation and hydroxylation in the tailoring steps. Chemistry & Biology , 22 (12). pp. 1633-1642. ISSN 1074-5521

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    Abstract

    Neocarazostatin A (NZS) is a bacterial alkaloid with promising bioactivities against free radicals, featuring a tricyclic carbazole nucleus with a prenyl moiety at C-6 of the carbazole ring. Here, we report the discovery and characterization of the biosynthetic pathway of NZS through genome mining and gene inactivation. The in vitro assays characterized two enzymes: NzsA is a P450 hydroxylase and NzsG is a new phytoene-synthase-like prenyltransferase (PTase). This is the first reported native PTase that specifically acts on the carbazole nucleus. Finally, our in vitro reconstituted experiment demonstrated a coupled reaction catalyzed by NzsG and NzsA tailoring the NZS biosynthesis.

    Item Type: Journal Article
    Subjects: Q Science > QD Chemistry
    Divisions: Faculty of Science, Technology and Environment (FSTE) > School of Biological and Chemical Sciences
    Depositing User: Fulori Nainoca
    Date Deposited: 17 May 2017 15:41
    Last Modified: 04 Jul 2017 09:51
    URI: http://repository.usp.ac.fj/id/eprint/9893
    UNSPECIFIED

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